HCID 67264883, compound → HCID 67265161, compound

HRID 1685188Notes

Reaction equation

HRID 1685188 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[N:15]([C@@H:30]3[CH2:35][CH2:34][CH2:33][N:32](C(OCC4C=CC=CC=4)=O)[CH2:31]3)[CH:16]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:20]=3)[N:18]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([C:14]2[N:15]([C@@H:30]3[CH2:35][CH2:34][CH2:33][NH:32][CH2:31]3)[CH:16]=[C:17]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[C:21]([C:26]([F:27])([F:29])[F:28])[CH:20]=3)[N:18]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 67264883HCID 67264883, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67265161HCID 67265161, compoundYield 98.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Hydrogenate a solution of 4-[1-((R)-1-benzyloxycarbonyl-piperdin-3-yl)-4-(4-fluoro-3-trifluoromethyl-phenyl)-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (1.71 mmol; 1.08 g) in methanol (20 mL) with 10% Palladium on carbon (100 mg) and 1 atmosphere of hydrogen gas for 60 min. Add Celite® and filter, rinse with DCM and evaporate to provide the title compound (834.3 mg; 1.68 mmol; 98%). MS (ES+): m/z=497 (M+H).

Workup

  1. filtrationAdd Celite® and filter
  2. washrinse with DCM
  3. customevaporate

Sources & evidence

ORD record
ord-55742f7fefda446e8011204dd9b2563e
Source dataset
uspto-grants-2012_04
Patent number
US08148387B2

Reaction notes

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